(5Z,13E,15S)-15-hydroxy-9-oxoprosta-5,11,13-trien-1-oate

C20H29O4- — CID 122164883

IUPAC(Z)-7-[(1R)-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopent-2-en-1-yl]hept-5-enoate
SMILESCCCCC[C@@H](/C=C/C1=CCC(=O)[C@@H]1C/C=C\CCCC(=O)[O-])O
InChIInChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12-14,17-18,21H,2-3,5-6,8-11,15H2,1H3,(H,23,24)/p-1/b7-4-,14-12+/t17-,18+/m0/s1
InChIKeyCMBOTAQMTNMTBD-KLASNZEFSA-M
MW333.40 g/mol
LogP3.90
Rot. Bonds11

About (5Z,13E,15S)-15-hydroxy-9-oxoprosta-5,11,13-trien-1-oate

(5Z,13E,15S)-15-hydroxy-9-oxoprosta-5,11,13-trien-1-oate (PubChem CID 122164883) has the molecular formula C20H29O4- and a molecular weight of 333.40 g/mol. Its IUPAC name is (Z)-7-[(1R)-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopent-2-en-1-yl]hept-5-enoate.

Molecular Properties

Compound Name(5Z,13E,15S)-15-hydroxy-9-oxoprosta-5,11,13-trien-1-oate
PubChem CID122164883
Molecular FormulaC20H29O4-
Molecular Weight333.40 g/mol
Exact Mass333.21
IUPAC Name(Z)-7-[(1R)-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopent-2-en-1-yl]hept-5-enoate
SMILESCCCCC[C@@H](/C=C/C1=CCC(=O)[C@@H]1C/C=C\CCCC(=O)[O-])O
InChIInChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12-14,17-18,21H,2-3,5-6,8-11,15H2,1H3,(H,23,24)/p-1/b7-4-,14-12+/t17-,18+/m0/s1
InChIKeyCMBOTAQMTNMTBD-KLASNZEFSA-M
XLogP3.90
TPSA77.40 Ų
H-Bond Donors1
H-Bond Acceptors4
Rotatable Bonds11
Heavy Atoms24
Complexity482

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500333.40
LogP ≤ 53.90
H-Bond Donors ≤ 51
H-Bond Acceptors ≤ 104

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'Aliphatic_long_chain', 'substructure': 'N/A'}, {'alert_name': 'isolated_alkene', 'substructure': 'N/A'}

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Related Compounds

Pga2
CID 5280880
Prostaglandin B2
CID 5280881
Pgj2
CID 5280884
12(S)-Hydroxy-(5Z,8E,10E)-heptadecatrienoic acid
CID 5283141
delta12-PGJ2
CID 5280885
8-Isoprostaglandin A2
CID 35020890
12-Hydroxy-5,8,10-heptadecatrienoic acid
CID 5312765
Prostaglandin C1
CID 5280715
Prostaglandin C2
CID 5280882
11-Deoxy-PGE2
CID 5283062
16,16-Dimethyl-PGA2
CID 5283083
(5Z,13E,15R)-15-hydroxy-9-oxoprosta-5,8(12),13-trien-1-oic acid
CID 5288144

Frequently Asked Questions

What is the IUPAC name of (5Z,13E,15S)-15-hydroxy-9-oxoprosta-5,11,13-trien-1-oate?
The IUPAC name of (5Z,13E,15S)-15-hydroxy-9-oxoprosta-5,11,13-trien-1-oate (CID 122164883) is (Z)-7-[(1R)-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopent-2-en-1-yl]hept-5-enoate.
What is the SMILES notation for (5Z,13E,15S)-15-hydroxy-9-oxoprosta-5,11,13-trien-1-oate?
The canonical SMILES for (5Z,13E,15S)-15-hydroxy-9-oxoprosta-5,11,13-trien-1-oate is CCCCC[C@@H](/C=C/C1=CCC(=O)[C@@H]1C/C=C\CCCC(=O)[O-])O.
What is the InChIKey of (5Z,13E,15S)-15-hydroxy-9-oxoprosta-5,11,13-trien-1-oate?
The InChIKey is CMBOTAQMTNMTBD-KLASNZEFSA-M. The full InChI is InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12-14,17-18,21H,2-3,5-6,8-11,15H2,1H3,(H,23,24)/p-1/b7-4-,14-12+/t17-,18+/m0/s1.
What are the key properties of (5Z,13E,15S)-15-hydroxy-9-oxoprosta-5,11,13-trien-1-oate?
(5Z,13E,15S)-15-hydroxy-9-oxoprosta-5,11,13-trien-1-oate has a molecular weight of 333.40 g/mol, XLogP of 3.90, 11 rotatable bonds, 1 hydrogen bond donors, and 4 hydrogen bond acceptors.
Where does this data come from?
All data for (5Z,13E,15S)-15-hydroxy-9-oxoprosta-5,11,13-trien-1-oate is sourced from PubChem (CID 122164883), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).